4-Chlorophenylboronic acid → 4-[5-(4-Chlorophenyl)pyridin-2-yl]piperazine-1-carboxylic acid tert-butyl ester

HRID 393707Notes

Reaction equation

HRID 393707 reaction equation
C(OC(N1CCN(C2N=CC(C3C=CC(F)=CC=3)=CN=2)CC1)=O)(C)(C)C.[C:27]([O:31][C:32]([N:34]1[CH2:39][CH2:38][N:37]([C:40]2[CH:45]=[CH:44][C:43](Br)=[CH:42][N:41]=2)[CH2:36][CH2:35]1)=[O:33])([CH3:30])([CH3:29])[CH3:28].[Cl:47][C:48]1[CH:53]=[CH:52][C:51](B(O)O)=[CH:50][CH:49]=1>>[C:27]([O:31][C:32]([N:34]1[CH2:39][CH2:38][N:37]([C:40]2[CH:45]=[CH:44][C:43]([C:51]3[CH:52]=[CH:53][C:48]([Cl:47])=[CH:49][CH:50]=3)=[CH:42][N:41]=2)[CH2:36][CH2:35]1)=[O:33])([CH3:30])([CH3:29])[CH3:28]

Participants

4

Reactant 3

HCID 742994-Chlorophenylboronic acidHCID 112447754-Boc-1-(5-bromo-2-pyridyl)piperazineHCID 69850026Tert-butyl 4-[5-(4-fluorophenyl)pyrimidin-2-yl]piperazine-1-carboxylate

Product 1

HCID 698953994-[5-(4-Chlorophenyl)pyridin-2-yl]piperazine-1-carboxylic acid tert-butyl esterYield 99.1%

Procedure

Prepared according to the method for the preparation of 4-[5-(4-fluorophenyl)pyrimidin-2-yl]piperazine-1-carboxylic acid tert-butyl ester, from 4-(5-bromo-pyridin-2-yl)piperazine-1-carboxylic acid tert-butyl ester (0.536 g) and 4-chlorophenylboronic acid (0.269 g), to yield the title compound as a beige solid (0.580 g, 99%).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-41731744c0e148a4ac5fe39f38d8bdf6
Source dataset
uspto-grants-2004_10
Patent number
US06809100B2

Reaction notes

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